89-60-1

Basic information

• Product Name: 4-Chloro-3-nitrotoluene
• Synonyms: 4-CHLORO-3-NITROTOLUENE;3-NITRO-4-CHLORO TOLUENE;2-CHLORO-5-METHYLNITROBENZENE;1-CHLORO-4-METHYL-2-NITROBENZENE;M-NITRO-P-CHLOROTOLUENE;1-chloro-4-methyl-2-nitro-benzen;4,3-Chloronitrotoluene;Toluene, 4-chloro-3-nitro-
• CAS NO: 89-60-1
• Molecular Formula: C₇H₆ClNO₂
• Molecular Weight: 171.58
• EINECS: 201-922-8
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Building Blocks;Chemical Synthesis;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 89-60-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 7 °C(lit.)
• Boiling Point: 260 °C745 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: clear yellow liquid
• Density: 1.297 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0156mmHg at 25°C
• Refractive Index: n20/D 1.558(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 511055
• CAS DataBase Reference: 4-Chloro-3-nitrotoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-3-nitrotoluene(89-60-1)
• EPA Substance Registry System: 4-Chloro-3-nitrotoluene(89-60-1)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-36/37/38-20/21/22-52/53-51/53-36/38-33
• Safety Statements: 36/37/39-26-61-57-36/37-23-9
• RIDADR: UN 2433 6.1/PG 3
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 89-60-1(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR YELLOW LIQUID

Uses

Different sources of media describe the Uses of 89-60-1 differently. You can refer to the following data:
1. 4-Chloro-3-nitrotoluene is used in the synthesis of quinazoline-2,4(1H,3H)-dione derivatives as PARP-2 selective inhibitors.
2. 4-Chloro-3-nitrotoluene was used in the synthesis of 4-(2-hydroxyethylamino)-3-nitrotoluene.

General Description

Vibrational spectral analysis of 4-chloro-3-nitrotoluene has been studied using Raman and IR spectroscopy.

InChI:InChI=1/C7H6ClNO2/c1-5-2-3-6(8)7(4-5)9(10)11/h2-4H,1H3

Upstream product

• 106-43-4 para-chlorotoluene 
• 108-24-7 acetic anhydride 
• 75508-74-6 5-chloro-2-methyl-2-nitrocyclohexa-3,5-dienyl acetate 
• 27329-27-7 4-methyl-2-nitrobenzoic acid 
• 108-88-3 toluene 
• 7697-37-2 nitric acid 
• 7664-93-9 sulfuric acid 
• 89-62-3 4-methyl-2-nitroaniline 
• 99-08-1 1-methyl-3-nitrobenzene 
• 7782-50-5 chlorine 

Downstream Products

• 871879-52-6 2-(4-methyl-2-nitro-anilino)-benzaldehyde 
• 61587-17-5 (4-Ethoxy-phenyl)-(4-methyl-2-nitro-phenyl)-amine 
• 22057-43-8 4-Methyl-(2-nitrophenyl)-benzylsulfid 
• 22057-32-5 ethyl-(4-methyl-2-nitro-phenyl)-sulfide 
• 16588-32-2 4-methyl-2-nitro-N-phenylaniline 
• 76274-12-9 2.2'-Dichlor-5.5'-dimethyl-azobenzol 
• 4871-33-4 (4-methyl-2-nitro-phenylsulfanyl)-acetic acid 
• 4871-37-8 2-(4-methyl-2-nitro-phenylsulfanyl)-propionic acid 
• 2236-38-6 4-Methyl-1-(4-methylphenoxy)-2-nitrobenzene 
• 1027190-12-0 4-(4-Methyl-2-nitro-phenyl)-piperazine-1-carbaldehyde 
• 125573-72-0 Trimethyl-(4-methyl-2-nitro-phenyl)-silane 
• 98280-30-9 5-chloro-4-amino-2-methyl-phenol 
• 257282-95-4 4-methyl-2-(4-methyl-2-nitro-phenylsulfanyl)-6-nitro-phenylamine 
• 100418-33-5 4-[(2'-hydroxyethyl)amino]-3-nitro-1-methylbenzene 

Relevant articles and documents

Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols

We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and radical synthetic equivalents during the reaction.

Synthetic method of aryl halide taking aryl carboxylic acid as raw material

A synthetic method of an aryl halide taking aryl carboxylic acid as a raw material is characterized in that a corresponding aryl halide is formed by carrying out substitution reaction on an aryl carboxylic acid compound and haloid salt MX in an organic solvent under the condition that oxygen, a silver catalyst, a copper additive and a bidentate nitrogen ligand exist, wherein M in MX represents alkali metal or alkaline earth metal, and X represents F, Cl, Br or I. Compared with a conventional aryl halide synthetic method, the synthetic method disclosed by the invention has the obvious advantages that reaction raw materials (comprising aryl carboxylic acid and MX) are cheap and easy to obtain, the using amount of a metal catalyst is small, pollution to the environment when the oxygen is used as an oxidant is the smallest, good tolerance to various functional groups on an aromatic ring is obtained, the yield is high, and the like. The synthetic method disclosed by the invention can be widely applied to synthesis in the fields of medicine, materials, natural products and the like in industry and academia.

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.